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http://hdl.handle.net/123456789/112
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| Title: | Intermolecular crosslinking of fatty acyl chains in phospholipids: Use of photoactivable carbene precursors |
| Authors: | Gupta, C M Radhakrishnan, Ramachandran Gerber, Gerhard E Olse, William L Quay, Steven C Khorana, H Govind |
| Issue Date: | 1979 |
| Citation: | Proc. Natl. Acad. Sci. USA (1979), 76, 2595-2599 |
| Abstract: | Phospholipids containing photolysable carhene precursors (beta-trifluoro-a-diazopropionoxy and m-diazirinophenoxy
groups) in w-positions of sn-2 fatty acyl chains were prepared. Photolysis of their vesicles produced crosslinked
products in 40-60 % yields. Crosslinking was mostly intermolecular and occurred bv carbene insertion into the C-H bonds
of a second fatty acyl chain. Crosslinking products were characterized by (i) their gel permeation behavior, (ii) analysis of
produets formed by base-catalyzed transesterification. (iii)
degradation with phosphoiipases A2 and C, (iv) gas chromatography/mass spectrometry, and-(v) use of mixtures of phospholipids
carrying thf' carhene precursors and a phospholipid containing radioactively labeled fatty acyl groups. Nitrenes
generated from the aliphatic or aromatic azido groups in phospholipids were unsatisfactory for forming crosslinks by
insertion in C-H bond |
| URI: | http://hdl.handle.net/123456789/112 |
| Appears in Collections: | Molecular & Structural Biology
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| cmg-1979-PNAS-76-2595.pdf | | 2935Kb | Adobe PDF | View/Open |
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